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14667-55-1

Basic Information
CAS No.: 14667-55-1
Name: 2,3,5-Trimethylpyrazine
Molecular Structure:
Molecular Structure of 14667-55-1 (2,3,5-Trimethylpyrazine)
Formula: C7H10N2
Molecular Weight: 122.19
Synonyms: Pyrazine,trimethyl- (6CI,7CI,8CI,9CI);Trimethylpyrazine;2.3.5-trimethyl pyrazine;Trimethyl-pyrazine;
EINECS: 238-712-0
Density: 0.979 g/cm3
Melting Point: 156 °C
Boiling Point: 173.1 °C at 760 mmHg
Flash Point: 54.4 °C
Solubility:
Appearance: clear yellow liquid
Hazard Symbols: HarmfulXn
Risk Codes: 10-22-36/37/38
Safety: 16-26-36/37/39
Transport Information: UN 1993 3/PG 3
PSA: 25.78000
LogP: 1.40180
Synthetic route
95-89-6

2,5-dimethyl-3-chloropyrazine

75-24-1

trimethylaluminum

14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; hexane for 2h; Heating;64%
1147535-04-3

2,3-dimethyl-5-trifluoromethanesulfonyloxypyrazine

18815-74-2

zinc methyl bromide

14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran at 20℃; for 12h; Negishi coupling reaction; Inert atmosphere;61%
1147535-04-3

2,3-dimethyl-5-trifluoromethanesulfonyloxypyrazine

544-97-8

dimethyl zinc(II)

14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran at 20℃; for 12h; Inert atmosphere;38%
123-32-0

2,5-dimethyl-pyrazine

917-54-4

methyllithium

14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
With diethyl ether
88234-17-7

N-methyl-2,5-dimethylpyrazinium bromide

A

1124-11-4

Tetramethylpyrazine

B

14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
at 275 - 280℃;
89940-71-6

2,3,5-trimethylpiperazine

14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
With aluminum oxide; copper oxide-chromium oxide silicon dioxide aluminium oxide catalyst; water; silica gel at 375℃;
14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
In toluene at 300℃; Yield given;
78-96-6, 1674-56-2

3-amino-2-propanol

A

290-37-9

1,4-pyrazine

B

109-08-0

2-Methylpyrazine

C

123-32-0

2,5-dimethyl-pyrazine

D

13360-65-1

2-ethyl-3,6-dimethylpyrazine

E

14667-55-1

2,3,5-trimethylpyrazine

F

1-aminoethyl-2-methylaziridine

Conditions
ConditionsYield
With copper chromite at 180℃; for 0.333333h; Product distribution; var. temp.; other aminoalcohols;
59-51-8

DL-methionine

A

290-37-9

1,4-pyrazine

B

109-08-0

2-Methylpyrazine

C

123-32-0

2,5-dimethyl-pyrazine

D

13532-18-8

methyl 3-(methylthio)propionate

E

14667-55-1

2,3,5-trimethylpyrazine

F

1-<3-(methylthio)propyl>-2-formylpyrrole

Conditions
ConditionsYield
With alpha-D-glucopyranose In water at 180℃; for 1h; Product distribution; also with methionine sulfoxide and without glucose;
2.5-dimethyl-pyrazine-mono bromomethylate

2.5-dimethyl-pyrazine-mono bromomethylate

A

1124-11-4

Tetramethylpyrazine

B

14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
at 270 - 280℃;
2280-44-6

D-Glucose

61-90-5

L-leucine

A

290-37-9

1,4-pyrazine

B

109-08-0

2-Methylpyrazine

C

123-32-0

2,5-dimethyl-pyrazine

D

5910-89-4

2,3-dimethylpyrazine

E

108-50-9

2,6-dimethylpyrazine

F

14667-55-1

2,3,5-trimethylpyrazine

G

var. alkyl substituted pyrazines

var. alkyl substituted pyrazines

Conditions
ConditionsYield
With ammonium hydroxide In glycerol at 120℃; for 4h; Product distribution; var. times, solvents, temp., and ratios of reactants, also without leucine;
133128-90-2

3-[(Z)-Allylimino]-butan-2-one oxime

14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium tert-butoxide / dimethylsulfoxide / 2 h / 50 °C
2: Et3N / CH2Cl2 / 10 - 20 °C
3: toluene / 300 °C
View Scheme
133128-94-6, 133128-98-0, 149470-69-9

3-{(E)-[(Z)-Propenyl]imino}-butan-2-one oxime

14667-55-1

2,3,5-trimethylpyrazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Et3N / CH2Cl2 / 10 - 20 °C
2: toluene / 300 °C
View Scheme
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Chemistry

Molecular Structure of 2,3,5-Trimethylpyrazine (CAS NO.14667-55-1):

IUPAC Name: 2,3,5-Trimethylpyrazine 
Molecular Formula: C7H10N2
Molecular Weight: 122.17
EINECS: 238-712-0
FEMA: 3244
XLogP3: 1
H-Bond Donor: 0
H-Bond Acceptor: 2 
Index of Refraction: 1.503
Molar Refractivity: 36.91 cm3
Molar Volume: 124.7 cm3
Surface Tension: 37.4 dyne/cm
Density: 0.979 g/cm3
Flash Point: 54.4 °C
Enthalpy of Vaporization: 39.26 kJ/mol
Boiling Point: 173.1 °C at 760 mmHg
Vapour Pressure: 1.72 mmHg at 25 °C
Appearance: Clear yellow liquid
storage temp.: Flammables area
Canonical SMILES: CC1=CN=C(C(=N1)C)C
InChI: InChI=1S/C7H10N2/c1-5-4-8-6(2)7(3)9-5/h4H,1-3H3
InChIKey: IAEGWXHKWJGQAZ-UHFFFAOYSA-N
Product Categories: Pyrazines; Heterocyclic Compounds; Mono- & Polyalkylpyrazines; pyrazine Flavor; Building Blocks; Heterocyclic Building Blocks; Alphabetical Listings; Flavors and Fragrances; Q-Z; Pyrazine compounds

Uses

 2,3,5-Trimethylpyrazine (CAS NO.14667-55-1) is temporarily allowed in the use of food spices mainly for the preparation of flavor in the cocoa, chocolate and fried nuts.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Moderately toxic by ingestion. Combustible liquid. When heated to decomposition emits toxic fumes of NOx.
Safety Information of 2,3,5-Trimethylpyrazine (CAS NO.14667-55-1):
Hazard Codes: HarmfulXn
Risk Statements: 10-22-36/37/38 
R10:Flammable. 
R22:Harmful if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 16-26-36/37/39 
S16:Keep away from sources of ignition. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: UN 1993 3/PG 3
WGK Germany: 3
RTECS: UQ3907000
HazardClass: 3
PackingGroup: III

Specification

 2,3,5-Trimethylpyrazine (CAS NO.14667-55-1), its Synonyms are 2,3,5-Trimethyl pyrazine ; 2,3,5-Trimethyl pyrazine (natural) ; Pyrazine, trimethyl- ; Trimethylpyrazine ; Pyrazine, 2,3,5-trimethyl- ; Pyrazine,trimethyl- (6CI,7CI,8CI,9CI) .